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Compound Detail

CHEMBL214335

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COc1ccccc1CC(c1ccccc1)N1CCNCC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL214335
Phase Preclinical
Structure Type MOL
InChI Key PFTJCYRHNKTTTO-UHFFFAOYSA-N
7
Targets
23
Activities
2
Assay Types
7
PK Parameters
18
Publications
0
Known Names

Molecular Properties

296.4
MW (Da)
2.88
ALogP
3
HBA
1
HBD
24.5
PSA (Ų)
0.92
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H24N2O
MW 296.41
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness -0.71

Activity Summary

IC50 13 meas. best 7.75
Ki 10 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 8.7 8.3 2.0 3
Sodium-dependent noradrenaline transporter
CHEMBL222
 Ki 7.92 7.5833 12.0 3
Sodium-dependent serotonin transporter
CHEMBL228
 IC50 7.75 7.75 18.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
 IC50 7.66 7.66 22.0 1
Unchecked
CHEMBL612545
 Ki 6.54 6.54 290.0 1
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 6.08 6.08 840.0 1
Unchecked
CHEMBL612545
 IC50 5.66 5.314 2200.0 5
Sodium-dependent dopamine transporter
CHEMBL238
 Ki 5.53 5.415 2940.0 2
Sodium-dependent dopamine transporter
CHEMBL238
 IC50 4.96 4.96 11000.0 1
Cytochrome P450 2D6
CHEMBL289
 IC50 4.7 4.7 20000.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 4.64 4.48 22900.0 3

Pharmacokinetic Data

Parameter Value Units Species
CL 21.0 mL.min-1.kg-1 Canis lupus familiaris
T1/2 0.1 hr Canis lupus familiaris
T1/2 2.0 hr Homo sapiens
T1/2 2.0 hr Homo sapiens
T1/2 2.117 hr Homo sapiens
T1/2 7.1 hr Canis lupus familiaris
Vd 13.2 L.kg-1 Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent serotonin transporter Ki = 2.0 nM 8.7 Displacement of [3H]citalopram from human SERT expressed in HEK293 cells by scin... 20471260
Sodium-dependent serotonin transporter Ki = 4.0 nM 8.4 Displacement of [3H]citalopram from human SERT expressed in HEK293 cells by scin... 20471260
Sodium-dependent noradrenaline transporter Ki = 12.0 nM 7.92 Displacement of [3H]nisoxetine from human NET expressed in HEK293 cells by scint... 20471260
Sodium-dependent serotonin transporter Ki = 16.0 nM 7.8 Displacement of [3H]citalopram from human SERT expressed in HEK293 cells by scin... 20471260
Sodium-dependent serotonin transporter IC50 = 18.0 nM 7.75 Inhibition of [3H]5-HT uptake at 5HT transporter expressed in HEK293 cells 16750359
Sodium-dependent noradrenaline transporter Ki = 18.0 nM 7.75 Displacement of [3H]nisoxetine from human NET expressed in HEK293 cells by scint... 20471260
Sodium-dependent noradrenaline transporter IC50 = 22.0 nM 7.66 Inhibition of [3H]NA uptake at NA transporter expressed in HEK293 cells 16750359
Sodium-dependent noradrenaline transporter Ki = 83.0 nM 7.08 Displacement of [3H]nisoxetine from human NET expressed in HEK293 cells by scint... 20471260
Unchecked Ki = 290.0 nM 6.54 Binding affinity to sigma receptor 20471260
5-hydroxytryptamine receptor 7 Ki = 840.0 nM 6.08 Binding affinity to 5HT7 receptor 20471260
Unchecked IC50 = 2200.0 nM 5.66 Binding affinity to sodium channel site 2 20471260
Sodium-dependent dopamine transporter Ki = 2940.0 nM 5.53 Displacement of [3H]dopamine from human DAT expressed in HEK293 cells by scintil... 20471260
Unchecked IC50 = 4470.0 nM 5.35 Inhibition of tetrodotoxin-sensitive sodium channel 20471260
Sodium-dependent dopamine transporter Ki = 4950.0 nM 5.3 Displacement of [3H]dopamine from human DAT expressed in HEK293 cells by scintil... 20471260
Unchecked IC50 = 5400.0 nM 5.27 Inhibition of tetrodotoxin-sensitive sodium channel 20471260
Unchecked IC50 = 5900.0 nM 5.23 Binding affinity to L-type calcium channel verapamil binding site 20471260
Unchecked IC50 = 8740.0 nM 5.06 Inhibition of tetrodotoxin-sensitive sodium channel 20471260
Sodium-dependent dopamine transporter IC50 = 11000.0 nM 4.96 Inhibition of DA transporter expressed in HEK293 cells 16750359
Cytochrome P450 2D6 IC50 = 20000.0 nM 4.7 Inhibition of CYP2D6 20471260
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 22900.0 nM 4.64 Displacement of [3H]dofetilide from human ERG 20471260

Literature References

PubMed DOI Target Context # Activities
20471260 10.1016/j.bmcl.2010.04.052 Unchecked 9
20471260 10.1016/j.bmcl.2010.04.052 Canis familiaris 3
20471260 10.1016/j.bmcl.2010.04.052 Sodium-dependent serotonin transporter 3
20471260 10.1016/j.bmcl.2010.04.052 Sodium-dependent noradrenaline transporter 3
20471260 10.1016/j.bmcl.2010.04.052 Sodium-dependent dopamine transporter 3
20471260 10.1016/j.bmcl.2010.04.052 Voltage-gated inwardly rectifying potassium channel KCNH2 3
20471260 10.1016/j.bmcl.2010.04.052 Cytochrome P450 2D6 2
20471260 10.1016/j.bmcl.2010.04.052 Caco-2 2
20471260 10.1016/j.bmcl.2010.04.052 No relevant target 2
20471260 10.1016/j.bmcl.2010.04.052 Liver microsomes 2
16750359 10.1016/j.bmcl.2006.05.051 Sodium-dependent dopamine transporter 1
20471260 10.1016/j.bmcl.2010.04.052 5-hydroxytryptamine receptor 7 1
20471260 10.1016/j.bmcl.2010.04.052 Plasma 1
20471260 10.1016/j.bmcl.2010.04.052 ADMET 1
16750359 10.1016/j.bmcl.2006.05.051 Sodium-dependent serotonin transporter 1
20471260 10.1016/j.bmcl.2010.04.052 Hepatocyte 1
20471260 10.1016/j.bmcl.2010.04.052 Cytochrome P450 3A4 1
16750359 10.1016/j.bmcl.2006.05.051 Sodium-dependent noradrenaline transporter 1

Data from ChEMBL 36 via Core Engine